Looks like you are on your way to having something that works for you. Are you planning on using guy wires on the poll. I'm not a big fan of using EMT in this application. Especially with two antennas. The wall material is kind of thin. I usually buy chain-link fence top rail for my antenna masts. We get some pretty high winds here and I've never had an issues using the top rail material.
I feel fortunate that the TV towers in my neighborhood are only 10 miles away. Antenna height isn't a problem either. The transmitter site is located on top of a 10,500' mountain. I could attach my coax to a fountain pen and get good reception.
It's 2" EMT, much stronger than fence top rail post in my opinion.
Once I get there second antenna up I plan to take the leaf blower to try and simulate some wind and see how it behaves. Also if signal strength is strong enough I'll lower the antennas some and cut off the top